Compounds
| ID | Spectrum Quality | Annotated Name |
|---|---|---|
| CCMSLIB00000001675 | Gold | 1 |
COMPOUND NPA007442
PROPERTIES
| NPAID | NPA007442 |
|---|---|
| CLUSTER ID | 3326 |
| NODE ID | 2521 |
| NAME | Antillatoxin |
| FORMULA | C28H45N3O5 |
| MOLECULAR WEIGHT (Da) | 503.6840 |
| ACCURATE MASS (Da) | 503.3359 |
| ORIGIN ORGANISM TYPE | Bacterium |
| ORIGIN GENUS | Lyngbya |
| ORIGIN SPECIES | majuscula |
| InChIKey | WNMROEVYEZDXEL-OITYILOZSA-N |
| InChI | InChI=1S/C28H45N3O5/c1-16(2)24-26(34)29-15-23(33)36-25(19(5)12-17(3)14-28(8,9)10)20(6)18(4)13-22(32)30-21(7)27(35)31(24)11/h12,14,16,20-21,24-25H,4,13,15H2,1-3,5-11H3,(H,29,34)(H,30,32)/b17-14+,19-12+/t20-,21+,24+,25+/m1/s1 |
| SMILES | C[C@H]1[C@@H](OC(=O)CNC(=O)[C@@H](N(C(=O)[C@@H](NC(=O)CC1=C)C)C)C(C)C)/C(=C/C(=C/C(C)(C)C)/C)/C |
ORIGINAL ISOLATION REFERENCE
| CITATION | Orjala, Jimmy; Nagle, Dale. G.; Hsu, Victor.; Gerwick, William H. Antillatoxin: An Exceptionally Ichthyotoxic Cyclic Lipopeptide from the Tropical Cyanobacterium Lyngbya majuscula Journal of the American Chemical Society 1995 117 (31) 8281-8282. | ||
|---|---|---|---|
| DOI | 10.1021/ja00136a031 | PMID | - |
SYNTHESES
| CITATION 1 | Lee KC; Loh TP Total synthesis of antillatoxin. Chemical Communications 2006 (40) 4209-11. DOI: 10.1039/b608193m PMID: 17031434 | ||
|---|---|---|---|
| CITATION 2 | Okura K; Matsuoka S; Goto R; Inoue M The twisted side chain of antillatoxin is important for potent toxicity: total synthesis and biological evaluation of antillatoxin and analogues. Angewandte Chemie International Edition 2010 49 (2) 329-32. DOI: 10.1002/anie.200905892 PMID: 19998300 | ||
